Brandon Gets His Revenge

A bit of pretense before the story (if you just want to read the story skip this part), this is my first attempt at writing an ENF story. I wanted to try and bring some of these ENF ideas in my head to life so I've started with my oldest idea and I'm working from there. Because I am still learning I would greatly appreciate any feedback you could give on this story. I'm happy with how it's come out but definitely still feel like there's room for improvement. Also fair warning that the beginning is a bit more ENM because this is a revenge story after all but I promise it becomes ENF focussed. I hope you enjoy!

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"You know girls? I think that my work with Brandon this past month has been my best yet!" Annie boasted after taking another sip of alcohol. At five foot six with an athletic build, she was feeling the buzz already and the monthly girls sleepover had only started an hour ago.

"I couldn't make it to any of the hangouts this month!! You've gotta tell me what you did." Eva replied, her usually well styled hair falling messily over her face as she leaned forward in excitement. She didn't bother with getting glammed up for the sleepovers anymore, especially since she was hosting this time.

"Spare no detail! They were so hot this month!" Delilah encouraged. She had been there for all of the work Annie eluded to and just wanted to try and relive every moment of them. Delilah's comment sparked a chorus of agreement from the other girls in attendance

"I just hope you weren't too harsh on him, I don't want you to end up making him even more shy." Eva said, her motherly nature mixed with her more heavyweight drinking helped to make her clearly the most reasonable in this room full of excited women. "I mean, we started this whole idea to get him to come out of his shell, right? I'd feel terrible if it did the opposite."

Annie gave only a sly smirk in response to her before announcing, "Okay okay! Gather round my lovelies, as I tell the tale of this month's Brandon Strippings!!"

This prompted a round of cheers and applause from the crowd.

"So, the start of the month, pretty boring. The first opportunity I had was when I pantsed him while he was carrying a tray of food at the friend group's first hangout of the month. He was just wearing plain dark boxer briefs. But the girls all made sure to ooh and ahh and he did seem to be less embarrassed than he used to be. But, that was a boring occasion. The next one was later that same hangout, he was wearing white shorts that day, so I did my best to 'accidentally' spill a whole glass of water on them to make them go transparent. This seemed more embarrassing for him because he couldn't really cover up again quickly so he just tried to hide his lower half with a blanket but I just kept stealing it away from him! So eventually I offered him a pair of my sweatpants to wear on the condition that he change into them right there in front of everyone!" Annie cackled a maniacal laugh.

"Did he do it?" Eva inquired.

"Yes! Brandon hardly hesitated, he just got up, pulled down his shorts then snatched the sweatpants from my hands. He seemed really embarrassed by it but I can't imagine him ever doing something like that when we started this plan to embarrass him until he got more confident." Annie beamed with pride at her accomplishment and happily paused to hear her friends tell her the great work she did before she continued. "But that's not all that I did was it?"

"No!" Her now encapsulated audience shouted. Though Eva might not have known any of what happened, everyone else there had been present for at least one of Brandon's embarrassing incidents this month.

Annie was now getting excited herself, and could feel her lower regions aching for attention. She was almost always at least a little horny, and sharing these erotic stories was really starting to get her worked up. "This next one happened at our movie night. See, Brandon showed up wearing sweatpants, so I knew I had a golden opportunity and couldn't waste it. And movie night was at my house, so I had plenty of toys to work with. Once everyone got settled down I snuck up to my room to grab some handcuffs. Then, a quick message to Delilah to distract him while I came back downstairs and snuck up behind him..."

Delilah interjected "Anything for you baby!" as she blew her hot friend a kiss.

"And, well, I may have a bit of experience with handcuffs," Annie said, letting her audience cheer for her even more. "So it was pretty easy to just snap them around his hands from behind his chair."

Eva was starting to look concerned as this was starting to sound much more extreme than the friendly pantsings this project had started out as. "So you basically tied him to the chair?" she asked.

"I know! Isn't that super hot?" Annie said, barely able to control herself and keep from rubbing her pussy right there. "He looked so scared when he realized he was trapped and at my mercy. But don't worry Eva, I didn't forget that we were doing this for him and not us, so I gave him a lovely treat." At this point Annie stands up from the circle everyone was sitting in as she begins to pantomime the story she tells. "I gave him a lapdance people would pay hundreds for, all at the low low cost of his modesty." As she said this she started to sway her hips and run her hands up her sides before she began to grope her average sized boobs, free of any bra for this ladies night. And though this was all meant to show off how she teased Brandon, she couldn't help but want to finger fuck herself while acting out these hot memories. Annie moaned out, half for show and half for real "I sat right on his crotch, and grinded this tight. Fat. ASS! All around him. And I jiggled these perfect tits in his face where he couldn't look away!"

"While I'm enjoying the show, this cost him his dignity how?" Eva interrupted.

"I was getting there!" Annie whined, upset that her fantasizing had been cut short. "This was all for the purpose of getting him rock hard. So, to make sure he was, I ended the show by tying up my hair in a ponytail." Annie continued to act out all of her parts. "Then I made sure to look right at his hard cock for a longggg time as I bit my lip. I got down on my knees and put my hands on his knees to push apart his legs. Then I got way down low so I could look up at him with those fuck me eyes." With Annie's already large eyes this action made her look almost like a puppy, begging to be given a treat. "Then I moved my hands up his legs, along his thighs, until I got to the waistband of his pants. But that's not all I was going for, so I then moved my fingers further in, grabbing the waistband of his underwear. I swear I heard him give a faint gasp when I did this and he looked at me with eyes that betrayed his conflicting want to stay clothed and his want for me to blow his.... mind, right then and there. And I slowly started to pull down on his pants and underwear. Felt them slide past his hips and rest just above his butt as the tip of his penis poked out the top. And then I stood up! And I said 'Who's ready to start the movie?'"

At this point all the girls erupt in laughter either hearing this story for the first time or remembering it in every detail.

"And he was so embarrassed as he realized he wasn't getting either of his wants and was just left, tied up to a chair with the tip of his penis sticking out for everyone to look at unless we took mercy on him!" Annie barely got the words out as she was laughing so hard.

"Did you take mercy on him?" one of the other girls in the crowd shouted out.

"Wellllll, eventually. By the end of the movie for sure. And I mean, his penis tip would stop sticking out once he wasn't hard anymore so...... we might have watched a trashy old school chick flick!" Annie responded with an evil grin across her face. She looked out at all of her girl friends' faces, their prying eyes the only thing stopping her from stripping down to masturbate to her memories, and waited with bated breath to tell her final, most exciting story yet.

Delilah was the one who spoke up "But there's still one more story to tell isn't there?" Her voice sang out in a near melodic tune, as if taunting everyone in the room to be quiet, unless they miss the best story. She would have to admit that all this erotic storytelling was getting her in the mood too, though she hid it much better than Annie. In fact, almost everyone else in the room had noticed Annie's wandering hands, begging to be allowed freedom as she told her stories.

"This last one happens on our swimming day at a public pool." Annie spoke quietly this time, letting the gravity of that setting sink in. "Everybody separated from the outside world by only one layer of clothing."

Eva's concern was growing. The previous prank was pushing it but still overall likely a positive experience for Brandon. But a prank in a public place with so little clothing on?

"I knew he would be on high alert because of the setting. It was easy to tell that he tied his trunks on very tight to make sure no one pantsed him. But fortunately for me, I'm a pretty girl that works late in a big city, so that means... I always have a knife in my bag!"

The room got quiet with anticipation as everyone started to see where this story was going.

"He's not a very good swimmer, so he's not really used to water getting in his eyes, especially chlorinated water. So, I just had to wait for the right moment. He emerged after a cannonball and was rubbing his eyes like crazy, so I knew it was my time to strike. I quickly got my knife from my bag, and dove underwater to make extra sure I could sneak up on him. I carefully put the knife between his waistband and his body, then quickly cut the drawstring, immediately causing his trunks to become way looser. He panicked at this point but still couldn't see very well, so as his legs lifted up in an attempt to swim away, I just grabbed a hold of his trunks and yanked them completely off!"

While the rest of the room was laughing hysterically, their inebriated state causing them to think this was the greatest story ever told, Eva sat there disturbed. And the gears started turning in her mind for what to do.

"The best part, is I got out of the pool and started waving his trunks around like a flag and shouting 'I've got your swimsuit!' and the whole pool started looking at me and then him as they realized he was totally naked in public!! He looked so angry and embarrassed, especially when all the girls started catcalling him!!!" Annie couldn't help but let out a cackling laugh as she remembered her friend completely naked and exposed for her.

Eva let this go on for a while, not wanting to sour the moment. But eventually, once all the laughter had died down she said "Y'know, that seems like it was a bit harsh, don't you think Annie?"

Annie was stunned, not expecting any pushback on her antics "What do you mean? I was just throwing him into the deep end, making sure he got over his embarrassment." she quickly justified.

"Are you sure it wasn't just for your own enjoyment?" Delilah asked mischievously, "We all could see how horny you were while telling those stories!"

This elicited another round of laughing from the drunk girls.

Eva continued, "I think he might deserve some payback on you, and yes, judging by your... enthusiasm while telling the story, I think you might secretly enjoy it if he did." Eva now spoke with a wicked grin. "So I propose something, a challenge, for you Annie."

"What kind of challenge?"

"That's for Brandon to decide. I propose we let him come over right now, think up a challenge, and if he wins, you have to let him embarrass you for a whole year!" Eva said.

"What?! No way! What if he just chooses a challenge like first to show their penis wins, I'm guaranteed to lose!" Annie objected.

"We can make sure the challenge is something either of you could win, we'll be referees basically!" Delilah said excitedly, "Come onnnnn, you'd totally be into that, someone with something to prove against you having total control of your wardrobe. You know he wouldn't pull any punches. And we know how horny you are all the time, you'd find it super hot if your rival, that you've always had power over, suddenly is given free reign over you, and could make you embarrass yourself in all the ways you embarrassed himmmm." Delilah's voice once again went into her sing songy tone, like a siren enticing a pirate to throw themselves onto the rocks.

Annie couldn't deny how wet just the thought was starting to make her. "Okay, maybe, but what do I get if he doesn't win?"

Delilah spoke up before Eva could this time "Well, if he's coming over here anyways, if he loses he could be our entertainment for the night, and you get control over him until the sleepover is over."

"One night vs an entire year? That's not fair!"

"Yes, but this is you paying up for taking things too far at the pool, the fact that there's a world where you don't get punished at all but instead are rewarded means you should actually be very grateful." Eva said sternly, her motherly role starting to come out.

Annie fell silent at that. Her heartbeat that was already fast from all her fantasizing earlier was now racing at the corner she had been put into. But like they said, the idea either way seemed really hot to her, and she was too prideful to talk all this game about how Brandon needs to be more confident but chicken out from the prospect of doing it herself.

"Okay....... when can he be here?"

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Brandon was sitting in his room on Saturday night. Playing video games on his computer and feeling generally pretty down for having no fun event planned this weekend. The girls were off doing their monthly sleepover and the other guys weren't free so he was left to just sit alone tonight. But he was having quite the run in this latest roguelike he was playing, he might actually beat his high score.

Bzzt bzzt.

His phone vibrated with a notification, but he was busy so he just ignored it.

Bzzt bzzt. Bzzt bzzt.

Two more, quicker this time. 'Alright, better make sure it's nothing important,' Brandon thought as he checked his phone. Three text messages from Delilah, wasn't she at the girls sleepover? What was this about? He opened them.

"Hey Brandon, so you know how Annie exposed you way too much at the pool the other week? Well how would you like some revenge?"

"Tonight, you pick the challenge, if you win you get to humiliate Annie for a year but if you lose you are our plaything the whole sleepover >:)"

"Be at Eva's by 8:30 if you're in"

"Holy-" Brandon said involuntarily. He looked at the time, almost 8 and Eva's was half an hour away. With no time to really think Brandon grabbed his keys, put on his shoes and started driving. The chance to finally get his revenge on his rival, especially after his humiliation at the pool, it was too good to pass up. Now all he had to do was think of a challenge as he drove there.

Brandon stood outside the door to his friend's house, unable to bring himself to ring the doorbell. Was he really this stupid? A whole house filled with all the girls who had been embarrassing him for over a year now and he was supposed to believe their message to him wasn't a trap? He stood there, waiting as long as he could. Be there at 8:30 the message had said. It was now 8:29, he could either take the chance and hope they were telling the truth but end up possibly getting tricked, stripped and put on display for all of his female friends, or chicken out and hope they just decide to stop stripping him. When he thought of it like that, it seemed his only option was to ring the doorbell.

Ding dongggg

The door flew open almost immediately. Delilah and Eva were the ones to greet him at the door.

"Come in, come in!!" The girls grabbed his hands and dragged him in as quickly as the door had opened.

"We were getting worried you weren't going to show up." Eva said with a kind smile.

"You know, you're the first guy to be invited to one of these." Delilah goaded while dragging him through the house and announcing to everyone "He arrived!!"

"Don't worry," Eva reassured him, "you really are here to get some revenge on our naughtiest stripping artist, so I hope you thought of a good challenge on your way here. Obviously we will be making sure you choose something either of you could win, but between you and me," Eva whispered in his ear, "I might allow something pretty rigged in your favor."

Now Brandon was getting excited as he got dragged at last to the living room where the rest of the girls were gathered, including front and center, Annie. The girl responsible for so much of his humiliation was sitting there with a look on her face that finally confirmed to Brandon this was all real. She looked up at him as he entered with a mixture of fear and excitement in her eyes as she tried awkwardly to smile and put on a brave face.

"Excited to see me?" Brandon asked the crowd. The roar of cheers from everyone except Annie betrayed her attempts to look confident. He would have stared at her face all night, reveling in her trepidation, if he had not been dragged once again by Eva and Delilah to another room to discuss what his challenge would be.

Eva explained "So, while I think you deserve payback for the swimming day, the compromise for the prize of you getting to embarrass her for a year, is that the alternative is that you are her's for tonight. Now let's hear the challenge."

"Well, I was told I wouldn't just be her's if I lost but the 'plaything' for the whole sleepover. So, I assume you have a bunch of...toys lying around in case I do lose. Do you have handcuffs?"

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"No way!" Annie exclaimed. "Nuh uh, no shot, I want something that's fair!"

"I think it's a fair challenge given everything we've done to him." Eva replied. "After all the stripping you've done to him, I can understand why he'd want to make sure he gets the chance to strip you whether he wins or loses."

"Yeah but, I'm.... " Annie's voice trailed off before she whispered, "I'm not wearing much under this, I wasn't expecting to be in a strip fight." As far as anybody else could see, Annie wore an oversized sweatshirt, sweatpants, and a pair of fuzzy socks, and could tell very little about what might be underneath.

"Well I wasn't expecting to receive a text to come up with a challenge with such high stakes tonight." Brandon responded. "With the time I had, I think I came up with something both creative and fair."

"But I'll be handcuffed! How is that fair?!" Annie was now bargaining for her life as she doubted she could win this challenge.

"Because it's much easier for you to win at the last minute than it is for me." Brandon explained calmly. "If you grab a sock in the final second I still lose, and there's a lot on the line for me too here, I really don't want to lose because I know it doesn't really just mean getting humiliated tonight, but a whole 'nother year! I doubt you were planning on giving up your quest to embarrass me after tonight."

"...am I allowed to bite, scratch, and kick?" Annie asked, sensing she was outnumbered in favor for the challenge.

"As long as neither of us permanently hurt each other, I assumed this would get quite physical"

And so, despite Annie's better judgement, some liquid courage, peer pressure, and morbid curiosity combined to get her to accept the challenge. Brandon would have one hour to try and strip and keep Annie completely naked. The catch being that Annie's hands would be handcuffed behind her back to make it harder for her to fight back and force her to just defend instead of stripping Brandon in tow. Any clothing Annie had at the end of the hour save the handcuffs would mean she wins, so if she picks up a sock at the final minute, she can still win the challenge.